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Vacation rentals in Colle di Val d'Elsa

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Quick stats about vacation rentals in Colle di Val d'Elsa

  • Total vacation rentals

    Explore 160 vacation rentals in Colle di Val d'Elsa

  • Nightly prices starting at

    Colle di Val d'Elsa vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 6,380 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Colle di Val d'Elsa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Colle di Val d'Elsa rentals

  • 4.8 Average rating

    Colle di Val d'Elsa stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Colle di Val d'Elsa

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.
Condo in Casole d'Elsa
4.93 out of 5 average rating, 194 reviews

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 285 reviews

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 349 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Guest favorite
A panoramic view of an ancient Tuscan village is depicted, showcasing stone buildings and a prominent clock tower. The landscape features rolling hills in the background, with trees partially obscuring the view. The warm tones of the architecture contrast with the blue sky.
Apartment in Colle di Val d'Elsa
4.79 out of 5 average rating, 391 reviews

Ancient Apartment Steeped in History 052012LTN0001

Hi, I'm Laura. I furnished my apartment with the grace and love of those who were born there, to allow those who come to breathe the familiar and peaceful atmosphere of an ancient Tuscan village. From the attic, you can admire the battlements of the Castle, which welcomes you with the grandeur of its walls, the Civic Tower, the Cathedral and the Palazzo del Campana, and the view of the green countryside. The high ceilings, the huge walls, the chandeliers that fall from above, testify to the ancient heritage.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 138 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Top guest favorite
Home in Colle di Val d'Elsa
4.96 out of 5 average rating, 287 reviews

Casa per la Costa – Colle di Val d'Elsa

In the center, a completely renovated, cozy and quiet historic house from the 1300s, equipped with every comfort. Independent entrance, kitchen, living room and bathroom and upstairs double bedroom and bathroom. Located 100 meters from Piazza Arnolfo and 200 meters from the historic center, for those traveling by bus the stop is just 200 meters away. Convenient location for visiting Siena, Florence, San Gimignano, Volterra, Chianti and for walking the Via Francigena or taking the Elsa Trail.

Top guest favorite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa
4.97 out of 5 average rating, 248 reviews

DorminColle - Tuscan-style apartment

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Guest favorite
Condo in Colle di Val d'Elsa
4.97 out of 5 average rating, 76 reviews

La Torre di Canonica

Enchanting Historic Home in the Center of Colle di Val d'Elsa. Welcome to living history! This charming historic residence, located in the heart of the historic center of Colle di Val d'Elsa, is a unique opportunity for those looking for a living experience in a tower house dating back to 1300. The structure is located in a strategic point on the Via Francigena, offers an unforgettable panorama and is very close to major cities like Siena, Casole d'Elsa, San Gimignano, Firenze

Guest favorite
Apartment in Colle di Val d'Elsa
4.91 out of 5 average rating, 55 reviews

NonnAnnita Rooms

A stone's throw from Chianti, Monteriggioni and San Gimignano, and a few kilometers from Siena, Volterra and Florence, on the top floor of what was once a casatorre, our historic home in the heart of the castle of Colle di Val d'Elsa, part of the ancient family home, opens with its arches to a splendid view of the lower city and the Montagnola Senese on one side, on the ancient Canonica square, the original nucleus of the castle dating back to the 10th century, on the other.

Top guest favorite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 63 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favorite
A stone cottage is surrounded by manicured hedges and lush greenery, with trees providing shade. The structure features a tiled roof and multiple windows, offering a welcoming rural aesthetic. A gravel path guides visitors toward the entrance, enhancing accessibility and creating a serene environment.
Home in Colle di Val d'Elsa
4.91 out of 5 average rating, 22 reviews

The independent Cottage on the Tuscan hills

Relax with the whole family in this completely independent cottage, in the Tuscan countryside, overlooking the hills at the foot of the San Gimignano Towers up to the Apennine mountains. Thanks to its location, within an hour's drive you can reach Florence, Pisa and Lucca. in 15 minutes to San Gimignano and 20 minutes to Siena and Volterra. The Tyrrhenian coast is also easily accessible. The location is also ideal for those who love outdoor walks or bike excursions.

Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Popular amenities for Colle di Val d'Elsa vacation rentals

When is the best time to visit Colle di Val d'Elsa?

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Avg. priceﺩ.ﺇ 360ﺩ.ﺇ 345ﺩ.ﺇ 345ﺩ.ﺇ 364ﺩ.ﺇ 371ﺩ.ﺇ 356ﺩ.ﺇ 345ﺩ.ﺇ 371ﺩ.ﺇ 345ﺩ.ﺇ 349ﺩ.ﺇ 338ﺩ.ﺇ 371
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Frequently Asked Questions

  • What are the best places to stay in Colle di Val d'Elsa?

    Stay in the historic upper town for a medieval atmosphere or choose modern apartments near the main piazza for easy access to cafés and shops. Agriturismos around the outskirts are often suggested for travelers seeking a countryside setting.

  • What are the best things to do in Colle di Val d'Elsa with kids?

    Families can try interactive workshops at the crystal museum, picnic in Elsa River Park, or enjoy gelato while wandering old town lanes. Many green spaces nearby are suitable for relaxed outdoor games and exploration.

  • What are some of the best things to do in Colle di Val d'Elsa?

    Stroll the Via della Misericordia in the old town, enjoy tastings at artisan gelaterias, and explore exhibits in the crystal museum. Art walks, handicraft shopping, and exploring local cafés are popular ways to connect with the town’s traditions.

  • How is the weather in Colle di Val d'Elsa?

    Colle di Val d'Elsa typically has mild winters around 36–53°F (2–11°C), with wetter months in autumn and winter. Summers are often warm and dry, with daytime highs near 90°F (32°C); spring and fall have pleasant temperatures for exploring outdoors.

  • When is the best time to visit Colle di Val d'Elsa?

    Late spring and early autumn are often recommended for mild weather, fewer crowds, and countryside colors. Summer brings warm, dry days ideal for outdoor exploring and local festivals, while winter visits reveal a quieter town atmosphere.

  • What are the best places to visit in Colle di Val d'Elsa?

    Colle di Val d'Elsa has the Museo del Cristallo, which highlights the area’s glassmaking tradition, and the upper town with its medieval gate and narrow lanes. Piazza Arnolfo is often recommended for its lively atmosphere, and the historic city walls draw those interested in architecture and history.

  • What are some hiking trails in Colle di Val d'Elsa?

    Colle di Val d'Elsa has scenic walking paths along the Elsa River Park, where visitors can enjoy natural pools and woodland trails. Trails often wind past mills, historic bridges, and open countryside landscapes.

  • What are some family activities we can do in Colle di Val d'Elsa?

    Families can explore the upper town’s medieval streets, visit hands-on crystal workshops, or picnic near the Elsa River Park’s natural pools. Interactive museums and local parks are popular for children to play and learn.

  • What are some of the best day trip ideas from Colle di Val d'Elsa?

    Explore nearby hill towns known for wine and olive oil, or visit historic sites such as castles and Roman roads in the surrounding region. Countryside villages and scenic vineyard tours are also frequently suggested.

  • Are there any pet friendly accommodations available in Colle di Val d'Elsa?

    Many accommodations in Colle di Val d'Elsa welcome pets, including countryside stays and town apartments with outdoor space. Hosts often highlight proximity to walking trails, parks, and pet-friendly cafés.

  • What are some local tips for visiting Colle di Val d'Elsa?

    Explore the historic upper town for stone streets and artisan shops, and try local gelato in the main piazza. Visiting early in the day often means fewer crowds, while nearby countryside trails can offer quiet nature walks.

  • What is Colle di Val d'Elsa known for?

    Colle di Val d'Elsa is known for its crystal glass production, well-preserved medieval architecture, and vibrant artisan community. Visitors often explore its historic core for local shops, museums, and food traditions.

  • What are the best hidden gems to explore in Colle di Val d'Elsa?

    Art studios tucked in the historic center, quiet viewpoints over the Elsa Valley, and bakeries known for traditional pastries are often recommended. Small contemporary galleries and artisan workshops can also be found around the upper town.

  • What are the best foods to try in Colle di Val d'Elsa?

    Tuscany’s flavors shine here, with pici pasta, wild boar ragù, and wood-fired breads often recommended. Look for local pastries such as ricciarelli and cantucci, and enjoy fresh gelato in town squares.

  • What should I bring for a trip to Colle di Val d'Elsa?

    Comfortable walking shoes are useful for cobblestone streets and hilly paths, and a light jacket is helpful as evenings can be cool. Bringing a refillable water bottle makes it easy to stay hydrated, especially in summer.

  • What is the nightlife in Colle di Val d'Elsa like?

    Colle di Val d'Elsa has a relaxed nightlife scene centered around wine bars, osterias, and cafés, especially in the main piazza and upper town. Occasional live music nights and open-air gatherings often bring a lively, welcoming atmosphere.

  • What are the most popular events or festivals in Colle di Val d'Elsa?

    Colle di Val d'Elsa has seasonal celebrations such as summer concerts, outdoor cinema, and local markets highlighting Tuscan crafts and food. Folkloric celebrations and art events are often suggested during the spring and summer months.

  • Are there family friendly vacation rentals in Colle di Val d'Elsa?

    Colle di Val d'Elsa has a range of family-friendly vacation rentals, including homes with spacious gardens, kitchens, and multiple bedrooms. Many hosts in the area share local tips for exploring nearby parks and enjoying town traditions together.